Water Activities in Kennebunkport, ME

Sail into the evening with a small-group sunset cruise

Sail Portland Harbor at golden hour with room for your favorite snacks and drinks

See Casco Bay lighthouses, working boats, and coastal wildlife with live narration

Evening views and all-inclusive drinks aboard a 1950s wooden vessel

Pair fresh oysters and prosecco with Portland coastal views

Spot whales off Maine with 360-degree views and expert narration

Cruise Casco Bay at sunset aboard a Maine-built lobster yacht

Relax on a slow cruise for great views of Portland from the water

Sail Kennebunkport with options to relax or take the helm

Cruise Casco Bay at sunset past lighthouses, forts, and islands

Make a private sailboat the setting for your wedding

Island-hop by sea kayak in Casco Bay with a beach break

Sail to Wood Island and tour inside the lighthouse and keeper’s house

Tailored one-on-one instruction for first sails, returning sailors, and J/22 certification prep

Sail Casco Bay at dusk with lighthouse views and live narration

Cruise Casco Bay with brunch, bottomless mimosas, and included drinks

Sail into dusk with Casco Bay views, landmark narration, and a local drink

Ride a performance RIB to see all seven Portland-area lighthouses in 2 hours

Cruise Casco Bay’s lighthouse-lined coast aboard a Maine-built lobster yacht

Relax on a 1.5-hour Casco Bay cruise with views of Portland

Sail into the evening light along Kennebunkport’s rocky coast

Paddle coastal waters with naturalists and learn responsible wildlife viewing

Sail Maine's coast with the option to anchor for a swim

Paddle Casco Bay at sunset with a quick SUP lesson and licensed guide